Fumaric Acid → HCID 19799605, compound

HRID 1886636Notes

Reaction equation

HRID 1886636 reaction equation
C(O)(=O)C(O)=O.[CH3:7][N:8]1[CH2:13][CH2:12][N:11]([C:14]([N:16]2[CH2:19][CH:18]([O:20][C:21]3[CH:26]=[CH:25][CH:24]=[C:23]([C:27]([F:30])([F:29])[F:28])[CH:22]=3)[CH2:17]2)=[O:15])[CH2:10][CH2:9]1.[C:31]([OH:38])(=[O:37])/[CH:32]=[CH:33]/[C:34]([OH:36])=[O:35]>C(O)(C)C>[C:31]([OH:38])(=[O:37])/[CH:32]=[CH:33]/[C:34]([OH:36])=[O:35].[CH3:7][N:8]1[CH2:13][CH2:12][N:11]([C:14]([N:16]2[CH2:19][CH:18]([O:20][C:21]3[CH:26]=[CH:25][CH:24]=[C:23]([C:27]([F:30])([F:28])[F:29])[CH:22]=3)[CH2:17]2)=[O:15])[CH2:10][CH2:9]1

Participants

4

Reactant 2

HCID 444972Fumaric AcidHCID 19799633HCID 19799633, compound

Product 1

HCID 19799605HCID 19799605, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent2×

Procedure

The same procedure as used to prepare 1-methyl-4-[3-[3-(trifluoromethyl)phenoxy]-1-azetidinylcarbonyl]-piperazine oxalate [1:1.5] was followed except the free base was converted to the fumarate salt (instead of the oxalate salt) by dissolving the residue obtained from work-up in 5 ml of isopropanol and treating this solution with 1.2 g of fumaric acid dissolved in 25 ml of boiling isopropanol. The cooled mixture yielded 1.3 g of white product. The filtrate was concentrated in vacuo and the resulting solid was combined with the 1.3 g of product previously obtained. Recrystallization from isopropanol/isopropyl ether gave 3.3 (91.8%) of fine white crystals, m.p. 132°-133° C.

Workup

  1. dissolutionby dissolving the residue

Sources & evidence

ORD record
ord-662dded6a1c9431481b7788332fc7e1b
Source dataset
uspto-grants-1992_09
Patent number
US05151418

Reaction notes

Loading…